ACCESSION: MSBNK-Eawag-EQ363503
RECORD_TITLE: Topiramate; LC-ESI-QFT; MS2; CE: 45; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag and Thomaidis N, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3635
CH$NAME: Topiramate
CH$NAME: Topamax
CH$NAME: (2,2,7,7-tetramethyl-5,5a,8a,8b-tetrahydrodi[1,3]dioxolo[4,5-a:5`,3`-d]pyran-3a-yl)methyl sulfamate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C12H21NO8S
CH$EXACT_MASS: 339.09879
CH$SMILES: CC1(OC2COC3(C(C2O1)OC(O3)(C)C)COS(=O)(=O)N)C
CH$IUPAC: InChI=1S/C12H21NO8S/c1-10(2)18-7-5-16-12(6-17-22(13,14)15)9(8(7)19-10)20-11(3,4)21-12/h7-9H,5-6H2,1-4H3,(H2,13,14,15)
CH$LINK: CAS
97240-79-4
CH$LINK: PUBCHEM
CID:5514
CH$LINK: INCHIKEY
KJADKKWYZYXHBB-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
5313
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 6.1 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 357.132
MS$FOCUSED_ION: PRECURSOR_M/Z 340.1061
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.9.6
PK$SPLASH: splash10-0a6s-9500000000-ceac9c1a040436f5691c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0022 C3HO+ 1 53.0022 -0.77
53.0386 C4H5+ 1 53.0386 0.25
54.0338 C3H4N+ 1 54.0338 -0.47
55.0179 C3H3O+ 1 55.0178 0.52
55.0543 C4H7+ 1 55.0542 0.61
56.0495 C3H6N+ 1 56.0495 0.26
57.0335 C3H5O+ 1 57.0335 0.5
57.0699 C4H9+ 1 57.0699 -0.29
58.0651 C3H8N+ 1 58.0651 -0.1
59.0492 C3H7O+ 1 59.0491 0.49
60.0444 C2H6NO+ 1 60.0444 1
61.0284 C2H5O2+ 1 61.0284 0.23
65.0386 C5H5+ 1 65.0386 0.51
67.0542 C5H7+ 1 67.0542 0.2
68.0495 C4H6N+ 1 68.0495 0.06
69.0335 C4H5O+ 1 69.0335 -0.02
70.0287 C3H4NO+ 1 70.0287 -0.86
70.0652 C4H8N+ 1 70.0651 0.35
71.0128 C3H3O2+ 1 71.0128 0.06
71.0491 C4H7O+ 1 71.0491 -0.02
72.0444 C3H6NO+ 1 72.0444 0.27
73.0284 C3H5O2+ 1 73.0284 -0.08
74.0601 C3H8NO+ 1 74.06 0.67
75.0441 C3H7O2+ 1 75.0441 0.72
79.0542 C6H7+ 1 79.0542 -0.08
79.9801 H2NO2S+ 1 79.9801 0.18
80.0495 C5H6N+ 1 80.0495 0.05
81.0335 C5H5O+ 1 81.0335 0.36
82.0287 C4H4NO+ 1 82.0287 -0.61
82.0651 C5H8N+ 1 82.0651 0.05
83.0128 C4H3O2+ 1 83.0128 0.41
83.0492 C5H7O+ 1 83.0491 0.23
84.0444 C4H6NO+ 1 84.0444 0.35
85.0284 C4H5O2+ 1 85.0284 0.28
86.06 C4H8NO+ 1 86.06 -0.58
87.0076 C3H3O3+ 1 87.0077 -0.81
87.0441 C4H7O2+ 1 87.0441 0.74
91.0544 C7H7+ 1 91.0542 1.68
93.07 C7H9+ 1 93.0699 1.22
94.0652 C6H8N+ 1 94.0651 0.36
95.0492 C6H7O+ 1 95.0491 0.41
96.0444 C5H6NO+ 1 96.0444 0.41
96.0808 C6H10N+ 1 96.0808 0.15
97.0285 C5H5O2+ 1 97.0284 0.76
97.0649 C6H9O+ 1 97.0648 0.91
97.9907 H4NO3S+ 1 97.9906 0.51
98.0237 C4H4NO2+ 1 98.0237 0.36
98.0601 C5H8NO+ 1 98.06 0.4
99.0077 C4H3O3+ 1 99.0077 0.4
99.0441 C5H7O2+ 1 99.0441 0.45
100.0392 C4H6NO2+ 1 100.0393 -0.75
101.0234 C4H5O3+ 1 101.0233 0.49
101.0598 C5H9O2+ 1 101.0597 0.63
102.055 C4H8NO2+ 1 102.055 0.25
103.0389 C4H7O3+ 1 103.039 -0.59
105.0448 C6H5N2+ 1 105.0447 0.53
106.0651 C7H8N+ 1 106.0651 -0.05
107.0492 C7H7O+ 1 107.0491 0.46
108.0444 C6H6NO+ 1 108.0444 -0.09
109.0285 C6H5O2+ 1 109.0284 0.86
109.0649 C7H9O+ 1 109.0648 0.63
110.0601 C6H8NO+ 1 110.06 0.54
111.0441 C6H7O2+ 1 111.0441 0.4
111.0679 C6H9NO+ 1 111.0679 -0.14
111.0804 C7H11O+ 1 111.0804 -0.28
112.0393 C5H6NO2+ 1 112.0393 0.4
112.0757 C6H10NO+ 1 112.0757 0.09
113.0597 C6H9O2+ 1 113.0597 -0.14
114.055 C5H8NO2+ 1 114.055 0.57
115.039 C5H7O3+ 1 115.039 0.52
116.0707 C5H10NO2+ 1 116.0706 0.65
120.0808 C8H10N+ 1 120.0808 0.54
121.0649 C8H9O+ 1 121.0648 0.48
121.9907 C2H4NO3S+ 1 121.9906 0.49
123.0441 C7H7O2+ 1 123.0441 0.28
124.0758 C7H10NO+ 1 124.0757 0.64
125.0598 C7H9O2+ 1 125.0597 0.51
126.055 C6H8NO2+ 1 126.055 0.6
127.039 C6H7O3+ 1 127.039 0.55
129.0181 C5H5O4+ 1 129.0182 -0.97
130.05 C5H8NO3+ 1 130.0499 1.16
130.9799 C4H3O3S+ 1 130.9797 0.91
136.0759 C8H10NO+ 1 136.0757 1.17
137.0598 C8H9O2+ 1 137.0597 0.91
138.022 C3H8NO3S+ 1 138.0219 0.14
138.0915 C8H12NO+ 1 138.0913 0.87
139.0755 C8H11O2+ 1 139.0754 1.04
140.0013 C2H6NO4S+ 1 140.0012 0.39
141.0548 C7H9O3+ 1 141.0546 1.41
142.0864 C7H12NO2+ 1 142.0863 1.09
143.0704 C7H11O3+ 1 143.0703 0.69
144.0656 C6H10NO3+ 1 144.0655 0.56
145.0497 C6H9O4+ 1 145.0495 0.86
148.0064 C4H6NO3S+ 1 148.0063 0.6
148.9904 C4H5O4S+ 1 148.9903 0.83
149.0598 C9H9O2+ 1 149.0597 0.43
149.9854 C3H4NO4S+ 1 149.9856 -1.1
161.9856 C4H4NO4S+ 1 161.9856 0.52
164.0013 C4H6NO4S+ 1 164.0012 0.33
164.9853 C4H5O5S+ 1 164.9852 0.48
166.0865 C9H12NO2+ 1 166.0863 1.29
167.0704 C9H11O3+ 1 167.0703 0.71
176.0012 C5H6NO4S+ 1 176.0012 -0.09
177.9806 C4H4NO5S+ 1 177.9805 0.84
178.017 C5H8NO4S+ 1 178.0169 0.53
179.9963 C4H6NO5S+ 1 179.9961 1.06
184.097 C9H14NO3+ 1 184.0968 0.82
185.081 C9H13O4+ 1 185.0808 0.78
188.0013 C6H6NO4S+ 1 188.0012 0.45
188.9853 C6H5O5S+ 1 188.9852 0.63
204.0327 C7H10NO4S+ 1 204.0325 0.81
206.0121 C6H8NO5S+ 1 206.0118 1.65
206.9958 C6H7O6S+ 2 206.9958 0.12
224.0227 C6H10NO6S+ 1 224.0223 1.72
246.0437 C9H12NO5S+ 1 246.0431 2.48
PK$NUM_PEAK: 115
PK$PEAK: m/z int. rel.int.
53.0022 6650 1
53.0386 111770.7 23
54.0338 16505.7 3
55.0179 751030.6 160
55.0543 77964.3 16
56.0495 122158.3 26
57.0335 866018.3 184
57.0699 91123.2 19
58.0651 30637.3 6
59.0492 4681254.5 999
60.0444 96318.8 20
61.0284 254523.5 54
65.0386 9795.4 2
67.0542 40465.3 8
68.0495 78207.7 16
69.0335 736554.9 157
70.0287 51617.9 11
70.0652 97587.7 20
71.0128 353584.4 75
71.0491 206543.4 44
72.0444 117063 24
73.0284 305791.4 65
74.0601 9403.6 2
75.0441 11946.4 2
79.0542 394016 84
79.9801 119566.5 25
80.0495 159590.5 34
81.0335 1298572.5 277
82.0287 48633.7 10
82.0651 110966.8 23
83.0128 70856.5 15
83.0492 211690.9 45
84.0444 467166.4 99
85.0284 776834.5 165
86.06 111821.4 23
87.0076 69311.5 14
87.0441 60282.2 12
91.0544 11442.5 2
93.07 61719.3 13
94.0652 101576.4 21
95.0492 789057.8 168
96.0444 250529.5 53
96.0808 106957.6 22
97.0285 962637.9 205
97.0649 212602.8 45
97.9907 89152.6 19
98.0237 187044.5 39
98.0601 280184.1 59
99.0077 999832 213
99.0441 996271.5 212
100.0392 16421.9 3
101.0234 281363.2 60
101.0598 125375.8 26
102.055 16056.1 3
103.0389 86501.8 18
105.0448 9487 2
106.0651 14635.8 3
107.0492 202124.9 43
108.0444 116078.6 24
109.0285 756147.9 161
109.0649 81295.6 17
110.0601 44113.2 9
111.0441 36024.5 7
111.0679 14279.4 3
111.0804 23985.6 5
112.0393 169513 36
112.0757 316693.1 67
113.0597 306727.1 65
114.055 237400.2 50
115.039 24579.4 5
116.0707 12255.1 2
120.0808 12115 2
121.0649 190637.1 40
121.9907 65164.1 13
123.0441 167805.5 35
124.0758 453491.4 96
125.0598 264505.1 56
126.055 798260.9 170
127.039 2107403.2 449
129.0181 10411.7 2
130.05 40101.8 8
130.9799 12030.5 2
136.0759 39074.9 8
137.0598 103467.6 22
138.022 11646.3 2
138.0915 45434.3 9
139.0755 43352.9 9
140.0013 160682.4 34
141.0548 14902.9 3
142.0864 8423.5 1
143.0704 55513.1 11
144.0656 105327.6 22
145.0497 14742.9 3
148.0064 8980.9 1
148.9904 204186.8 43
149.0598 214258.8 45
149.9854 9499.3 2
161.9856 32831.7 7
164.0013 137302.5 29
164.9853 137228.3 29
166.0865 52797.2 11
167.0704 590779.6 126
176.0012 155731.9 33
177.9806 35318 7
178.017 11723.7 2
179.9963 78027.3 16
184.097 791575.1 168
185.081 298747.8 63
188.0013 73517.7 15
188.9853 596311.6 127
204.0327 85123.4 18
206.0121 127151.9 27
206.9958 40526.3 8
224.0227 62953.6 13
246.0437 9236.3 1
//
